Oral gum composition

Abstract

The disclosure provides a composition configured for oral use. The composition includes a gum base, one or more bulking agents; an active ingredient having a basic amine functionality; and an organic acid, an alkali metal salt of an organic acid, or a combination thereof, wherein at least a portion the active ingredient having the basic amine functionality is associated with at least a portion of the organic acid or the alkali metal salt thereof, the association in the form of a basic amine-organic acid salt, an ion pair between the basic amine and a conjugate base of the organic acid, or both.

1 . An oral composition comprising:
 a gum base;   one or more bulking agents;   an active ingredient having a basic amine functionality; and   an organic acid, an alkali metal salt of an organic acid, or a combination thereof, wherein at least a portion the active ingredient having the basic amine functionality is associated with at least a portion of the organic acid or the alkali metal salt thereof, the association in the form of a basic amine-organic acid salt, an ion pair between the basic amine and a conjugate base of the organic acid, or both.   
     
     
         2 . The oral composition of  claim 1 , in the form of a chewing gum. 
     
     
         3 . The oral composition of  claim 1 , wherein at least a portion the active ingredient having the basic amine functionality is in the form of an ion pair between the basic amine and a conjugate base of the organic acid. 
     
     
         4 . The oral composition of  claim 1 , wherein the organic acid has a log P value of from about 1 to about 12. 
     
     
         5 . The oral composition of  claim 1 , wherein the organic acid has a log P value of from about 1.4 to about 4.5. 
     
     
         6 . The oral composition of  claim 1 , wherein the organic acid has a log P value of from about 2.5 to about 3.5. 
     
     
         7 . The oral composition of  claim 1 , wherein the organic acid has a log P value of from about 4.5 to about 12, and wherein the composition further comprises a solubility enhancer. 
     
     
         8 . The oral composition of  claim 7 , wherein the solubility enhancer is glycerol or propylene glycol. 
     
     
         9 . The oral composition of  claim 1 , comprising from about 0.05, about 0.1, about 1, about 1.5, about 2, or about 5, to about 10, about 15, or about 20 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, relative to the active ingredient having a basic amine functionality, calculated as the amine free base. 
     
     
         10 . The oral composition of  claim 1 , comprising from about 2 to about 10 molar equivalents of the organic acid, the alkali metal salt thereof, or the combination thereof, relative to the active ingredient having a basic amine functionality, calculated as the amine free base. 
     
     
         11 . The oral composition of  claim 1 , wherein the organic acid comprises benzoic acid, a menthyl or tocopherol monoester of a dicarboxylic acid, or a combination thereof. 
     
     
         12 . The oral composition of  claim 11 , wherein the dicarboxylic acid is malonic acid, succinic acid, glutaric acid, adipic acid, fumaric acid, maleic acid, or a combination thereof. 
     
     
         13 . The oral composition of  claim 1 , wherein the organic acid comprises tocopherol succinate, monomenthyl succinate, monomenthyl fumarate, monomenthyl glutarate, or a combination thereof. 
     
     
         14 . The oral composition of  claim 13 , further comprising benzoic acid and sodium benzoate. 
     
     
         15 . The oral composition of  claim 1 , comprising benzoic acid and sodium benzoate. 
     
     
         16 . The oral composition of  claim 1 , comprising the organic acid and an alkali metal salt of the organic acid. 
     
     
         17 . The oral composition of  claim 16 , wherein the alkali metal is sodium or potassium. 
     
     
         18 . The oral composition of  claim 1 , wherein a ratio of the organic acid to the alkali metal salt of the organic acid is from about 0.1 to about 10. 
     
     
         19 . The oral composition of  claim 1 , wherein the pH of the composition is from about 4.0 to about 9.0. 
     
     
         20 . The oral composition of  claim 1 , wherein the pH of the composition is from about 4.5 to about 7. 
     
     
         21 . The oral composition of  claim 1 , wherein the pH of the composition is from about 5.5 to about 7. 
     
     
         22 . The oral composition of  claim 1 , wherein the pH of the composition is from about 4.0 to about 5.5. 
     
     
         23 . The oral composition of  claim 1 , wherein the pH of the composition is from about 7.0 to about 9.0. 
     
     
         24 . The oral composition of  claim 1 , wherein the active ingredient having a basic amine functionality is nicotine. 
     
     
         25 . The oral composition of  claim 24 , wherein the nicotine is present in an amount of from about 0.001 to about 10% by weight of the composition, calculated as the free base and based on the total weight of the composition. 
     
     
         26 . The oral composition of  claim 24 , wherein the oral composition comprises a nicotine salt such as nicotine benzoate, nicotine polacrilex, or a combination thereof. 
     
     
         27 . The oral composition of  claim 1 , wherein the gum base comprises a synthetic elastomer. 
     
     
         28 . The oral composition of  claim 27 , wherein the gum base further comprises a plasticizer, a filler, a softener, an emulsifier, a wax, an anti-tacking agent, an antioxidant, or a combination thereof. 
     
     
         29 . The oral composition of  claim 1 , wherein the bulking agent comprises one or more sugar alcohols. 
     
     
         30 . The oral composition of  claim 1 , wherein the oral composition comprises, as the bulking agent, a combination of:
 sorbitol in an amount from about 25 to about 50% by weight;   maltitol in an amount from about 10 to about 20% by weight; and   isomalt in an amount from about 10 to about 20% by weight, each based on the total weight of the oral composition.   
     
     
         31 . The oral composition of  claim 1 , further comprising one or more additional active ingredients, one or more flavoring agents, one or more salts, one or more sweeteners, one or more humectants, a tobacco material, or combinations thereof. 
     
     
         32 . The oral composition of  claim 1 , further comprising one or more additional active ingredients selected from the group consisting of nutraceuticals, botanicals, stimulants, amino acids, vitamins, cannabinoids, cannabimimetics, and terpenes. 
     
     
         33 . The oral composition of  claim 1 , comprising:
 the gum base in an amount from about 20 to about 30% by weight, based on the total weight of the oral composition;   the bulking agent in an amount from about 50 to about 80% by weight, based on the total weight of the oral composition, wherein the bulking agent comprises one or more sugar alcohols;   a humectant in an amount from about 1 to about 2% by weight, based on the total weight of the oral composition;   nicotine benzoate; and   sodium benzoate.   
     
     
         34 . The oral composition of  claim 33 , further comprising nicotine polacrilex. 
     
     
         35 . The oral composition of  claim 1 , comprising:
 the gum base in an amount from about 20 to about 30% by weight, based on the total weight of the oral composition;   the bulking agent in an amount from about 50 to about 80% by weight, based on the total weight of the oral composition, wherein the bulking agent comprises one or more sugar alcohols;   a humectant in an amount from about 1 to about 2% by weight, based on the total weight of the oral composition;   nicotine polacrilex; and   sodium benzoate.   
     
     
         36 . The oral composition of  claim 1 , further comprising flavor granules. 
     
     
         37 . The oral composition of  claim 36 , wherein the flavor granules comprise:
 a sugar alcohol in an amount by weight from about 60 to about 90%;   a humectant in an amount by weight from about 16 to about 22%;   a sweetener in an amount by weight from about 0.1 to about 0.5%;   a filler in an amount by weight from about 1 to about 3%;   a colorant; and   a flavorant,   wherein each amount by weight is based on the total weight of the flavor granules.   
     
     
         38 . The oral composition of  claim 36 , wherein the flavor granules comprise:
 a sugar alcohol in an amount by weight from about 15 to about 35%;   a filler in an amount by weight from about 20 to about 50%;   a flavorant in an amount by weight from about 20 to about 30%;   a humectant in an amount by weight from about 15 to about 30%;   a sweetener in an amount by weight from about 0.1 to about 0.5%; and   a colorant in an amount by weight from about 0.1 to about 1.5%,   wherein each amount by weight is based on the total weight of the flavor granules.   
     
     
         39 . The oral composition of  claim 38 , wherein the sugar alcohol is isomalt, the filler is microcrystalline cellulose, the humectant is glycerin, and the sweetener is sucralose. 
     
     
         40 . The oral composition of  claim 36 , wherein the flavor granules comprise:
 a combination of two sugar alcohols in a total amount by weight from about 96 to about 99%;   a sweetener in an amount by weight from about 0.1 to about 0.5%; and a colorant and a flavorant comprising the remainder of the flavor granules.   
     
     
         41 . The oral composition of  claim 40 , wherein the flavor granules consist of:
 isomalt in an amount by weight from about 92 to about 96%;   maltitol syrup in an amount by weight from about 4 to about 6%;   sucralose in an amount by weight from about 0.1 to about 0.5%; and   the balance consists of colorant and flavorant.